Unprecedented Negishi coupling at C-Br in the presence of a stannyl group as a convenient approach to pyridinylstannanes and their application in liquid crystal synthesis

被引:38
作者
Getmanenko, Yulia A. [1 ]
Twieg, Robert J. [1 ]
机构
[1] Kent State Univ, Dept Chem, Kent, OH 44242 USA
关键词
D O I
10.1021/jo701812t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The 2-bromo-5(or 6)-tri-n-butylstannylpyridines, prepared from dibromopyridines and i-PrMgCl at room temperature, undergo Negishi coupling with either alkyl or arylzinc chlorides. The new alkyl- and aryl-substituted pyridylstannanes produced are shown to be suitable for further functionalization by Stille coupling. A group of new liquid crystalline materials with aromatic cores comprised of pyridine and thiophene rings were prepared utilizing these new pyridinylstannanes as key intermediates.
引用
收藏
页码:830 / 839
页数:10
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